Patent GB-1465300-A (GB)
Title: Amide waxes
IPC: C10N50/08
Filed: 1974-12-20
Abstract: 1465300 Amide waxes H L BLACHFORD Ltd 20 Dec 1974 [20 Dec 1973] 55203/74 Heading C2C Organic amide waxes having at least two amide groups of formula -CO-NH- per molecule derived from reaction between carboxylic acid groups and isocyanate groups, are prepared by reacting together with elimination of carbon dioxide, at least one monocarboxylic acid of the formula R 1 -COOH wherein R 1  is a linear or branched, saturated or unsaturated, substituted or unsubstituted aliphatic hydrocarbon radical of 5 to 21 carbon atoms, and at least one organic isocyanate selected from organic diisocyanates and organic polyisocyanates, said acid and isocyanate being reacted together in amounts such that the number of carboxylic acid groups is at least approximately equal to the number of isocyanate groups. Preferred organic isocyanates have the general formula wherein R 2  is selected from the group consisting of aliphatic hydrocarbon radicals of at least six carbon atoms, phenyl and naphthyl; wherein the phenyl, naphthyl or aliphatic hydrocarbon radical may be unsubstituted or substituted with one or more of lower alkyl of 1 to 8 carbon atoms, lower alkoxy of 1 to 8 carbon atoms, aryl and halogen; and A is selected from -NCO and wherein Alk is a single bond or an aliphatic hydrocarbon radical of 1 to 4 carbon atoms, n is 0 or more and R 3  and R 4  which may be the same or different are selected from the same group as R 2  and may be the same or different as R 2 . Preferred monocarboxylic acids are caprylic, capric, lauric, myristic, palmitic, margaric, stearic, arachidic, behenic, pelargonic, isostearic, neodecanoic, 2-ethyl hexoic, lignoceric, caproic, pentadecanoic, hydroxystearic, phenylstearic, oleic, linoleic, linolenic, eicosenic, lauroleic, myristoleic, palmitoleic, gadoleic, erucic, elaeostearic, licanic, and arachidonic acids. Those organic amide waxes of formula wherein R 1  is a linear or branched, saturated or unsaturated substituted or unsubstituted aliphatic hydrocarbon radical of 5 to 21 carbon atoms; R 2  is selected from aliphatic hydrocarbon radicals of at least six carbon atoms, phenyl and naphthyl; wherein the phenyl, naphthyl and aliphatic hydrocarbon radical may be unsubstituted or substituted with one or more of lower alkyl of 1 to 8 carbon atoms, lower alkoxy of 1 to 8 carbon atoms, aryl and halogen; and Z is selected from -NH-CO-R 1 , and wherein R 1  is as defined above, each R 1  being the same or different, Alk is a single bond or an aliphatic hydrocarbon radical of 1 to 4 carbon atoms; n is 0 or more; and R 3  and R 4  which may be the same or different are selected from the same group as R 2  and may be the same as or different from R 2 ; provided that when R 1  corresponds to the aliphatic hydrocarbon radical obtained from commercial grade stearic acid, which is a mixture of acids of formula R 2  and R 4  are unsubstituted phenyl and Alk is methylene, n must be greater than 0 ; and provided that when R 2  is alkylene or phenyl and Z is -NH-CO-R 1 , then R 1  is other than isostearyl and other than an unsaturated hydrocarbon radical of 15 to 21 carbon atoms, are novel.